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additional to the previous definitions: australia (and new zealand) are sheep-farming countries and our populations are familiar with many of the aspects of farming livestock. a "dag" or "dags" is the colloquial term for the dung which collects and mats into the fleece immediately surrounding a sheep's anus; it hangs in dried-out dangling clumps which make a sound when the sheep runs, hence the phrase "rattle your dags". a sheep should be "ring crutched" to avoid or relieve this condition: crutching is the removal by shearing of all fleece surrounding the genitals usually in a circular shape or ring. a sheep not cared for properly in this way will otherwise collect dags - hence the possible connection to insults concerning fashion and appearance. the sight of a daggy sheep is unattractive and comical, although the mats of contaminated fleece may be painful and usually attract blowflies and other pests; and therefore to call someone "daggy" is to liken them directly to a neglected sheep's anal region suffering from this condition.

oh gross that outfit makes you look totally daggy - take it off quick!

The Urban Dictionary T-Shirt

This actually refers to farming... A dag is what happens when a sheep (or any farm animal with long hair) craps and the crap gets stuck in the hair, thus forming a dag.
To call someone Daggy, is to call them dirty/messy/hair full of crap.

The Urban Dictionary T-Shirt

The opposite of trendy. Uncool, in an unfashionable sense. Think so last season, or old fashioned. Applies to people and things, not just fashion. Not particularly insulting; can even have friendly undertones.

That flanalette shirt is so daggy; why don't you update your wardrobe ?

Stop hanging out with your daggy friends, get with the hip, new crowd.

The Urban Dictionary T-Shirt

May also come from the Tasmanian sheepfarming term 'to dag the hogget', i.e. to remove the testacles of a sheep by biting open the scrotum and sucking them out of the sack. After a day of this gruelling work one would be left covered in sheep's blood and faeces, leaving the person 'daggy'. See Errol Flynn's autobiography 'My Wicked Wicked Ways' for a graphic description of this practice.

My face and neck were covered in sheep crap after a hard afternoon of dagging the hogget. I was totally daggy.